Holiday rentals with a sauna in Berkshire County

Mountain Serenity 20 Acres, Hot Tub, Jiminy<10min

Private Berkshires 20Acre estate designed by acclaimed architect and author Norton Juster. An exclusive 4 bedroom retreat, with mountain views from every room, cathedral ceilings, cozy fireplaces, elegant living spaces, and outdoor fire pit, it’s the perfect place to unwind. Relax in the hot tub or sauna after a day of skiing at Jiminy Peak or Bousquet. Newly renovated with high end furnishings and chef's kitchen. A perfect mix of adventure and tranquility awaits—book your mountain escape today!

Cleanliness · Location · Check-in

Red Rock Summit - Pool, Private, Views & Sauna

Welcome to Red Rock Summit, where an award-winning architect-designed home takes advantage of majestic views at every turn. This contemporary 4-bedroom, 4-bathroom home on 80 impressive acres is just 2.5-hrs from NYC & Boston. Enjoy the bright and airy interiors and abundant outdoor amenities, including a large pool, sauna, serene swimmable pond, and firepit. Explore nearby villages for shopping and dining, or hit the slopes at Catamount Ski Area. Welcome to a mountain retreat like no other.

Location · Cleanliness · Amenities

Sauna + Hot Tub Escape | Private & Pet Friendly

Relax with the whole family or escape with your partner for a romantic getaway to Lovers Lane. Surrounded by trees and set against the backdrop of Monument Mountain, you'll have everything you need in this quiet, private setting to fully enjoy some time away. It's a short drive to downtown Great Barrington & Stockbridge where you will find cute shops & great dining. Ski at Butternut, see live music at Tanglewood or hike Monument Mountain. Good times await at Lovers Lane in the Berkshires.

Location · Cleanliness · Layout

Berkshire Fall Chalet | Sauna, Lake & Firepit

Trade busy days for crisp Berkshire mornings at a stylish chalet set on 3 private wooded acres near Benton Pond. Designed for families and groups, it sleeps 10 in 5 bedrooms. 🧖‍♂️ Unwind in the Scandinavian barrel sauna 🔥 Gather by the firepit or gas fireplace 🛶 Enjoy seasonal lake access and nearby hikes 🍕 Grill, bake in the pizza oven and stocked kitchen 🎶 Discover local restaurants and entertainment 🎮 Board games and outdoor fun 💻Work easily with fast Wi-Fi, office and EV charger

Cleanliness · Value · Nearby

Luxury Barn Retreat Near Hudson & the Berkshires

Set on eight private acres where New York meets the Berkshires, this architect-designed retreat combines dramatic contemporary design with warmth and comfort. Soaring ceilings, a chef’s kitchen, designer interiors, peaceful outdoor spaces and nearby lake access create the perfect escape. Ideal for couples, families with children or close friends, it’s a short drive from Hudson, Chatham, Great Barrington, Tanglewood and countless other destinations for shopping, dining, hiking and more.

Location · Value · Getting around

Relaxing Mountaintop Retreat

Sitting atop the former Chickley Alps, this magical home is nestled between a XC Ski resort and conservation land. The many decks overlook the 50 acre property, which piqued the interest of acclaimed children's author, Eric Carle to build an inspiring retreat in the 1970s. Gather in the studio, where you may find some remnants of his artistic process splattered around the room. With 4 bedrooms, 2.5 baths, a workspace, and 3 distinct gathering spaces, there is room for all.

Cleanliness · Location · Family

Historic Stockbridge Villa on 25 acres

At the end of a tree-lined driveway, this huge private eleven bedroom villa sits by the edge of a field with garden and blackberry patch surrounded by 25 acres of woods. Walking paths reveal rocky knolls and paths circling through pine and maple trees. The private estate has ample space for a retreat, a workshop, a grand party or just family togetherness in a beautiful place, far from the madding crowd but close to highways, shopping, spas and everything you might need.

Location · Cleanliness · Bathroom

Bedroom Forest View I Sauna I Fire-pit I Trails

Escape to a secluded custom built tiny house nestled amongst old pines and the Umpachene River. Inside, rustic charm meets modern comfort with 2 lux queen-sized beds, a well-equipped kitchen and bathroom, a massive bedroom forest view and a private sauna. Outside the home you can find a cozy fire-pit, trails that lead down to the river, and a dining table for all your meals. Go out for a day of hiking and exploring, and come back to unwind to sounds of nature.

Cleanliness · Location · Skiing

Elegant Mountain View Retreat By Evergreen Home

Evergreen Home Vacation Rentals invites you to this private country retreat, a recently renovated 1840 Schoolhouse. Just 7 minutes to Jiminy Peak and walking distance to Bloom Meadows, this stylish home features 360-degree mountain views, an in-home sauna, and a modern kitchen. Perfectly located near Williams College and world-class museums, you can enjoy hiking, cycling, and cross-country trails right from your door. Experience historic charm and modern comfort.

Location · Cleanliness · Family

The MoCA-Cabana: 2 bd + Sauna

Welcome to the MoCA-Cabana at Chase Hill—the historic estate of the owners of the factory that became MASS MoCA. More than just guest houses, Chase Hill is an experience: gardens, fire pits, sauna, occasional music rehearsals. Just a 5-minute walk to MASS MoCA, 10 mins by car to Williams & Clark. ✨ Your stay supports pro bono residencies for refugee & immigrant artists. Additional dates often available beyond what the calendar shows—don’t hesitate to contact us!

Value · Location · Hiking

Misty Pines Cabin | Wood Stove • Sauna

Welcome to Misty Mountain Camp — a cozy 3-bedroom, 3-bath escape surrounded by peaceful woods and Berkshire charm. Enjoy nearby adventures at Beartown State Forest, Lake Garfield, Steadman Pond, and Greene Park, or explore local history at the Bidwell House Museum. After a day outdoors, relax on the deck, unwind by the fire pit, and soak in the quiet beauty of nature. The perfect getaway for families, friends, and nature lovers alike.

Value · Location · Accuracy

Lakefront Chalet | Dock, Sauna & Fireplace

Escape to this peaceful lakefront chalet in the heart of the Berkshires. Set along the quiet shores of Long Bow Lake, the home features a private dock, wood-burning fireplace, sauna, and spacious deck designed for relaxing outdoors. Just minutes from Jacob's Pillow and a short drive to Tanglewood and Ski Butternut, it's the perfect setting for unforgettable Northeast getaways in every season.

Cleanliness · Location · Accuracy